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Volumn 1, Issue , 2011, Pages

Enhanced clickability of doubly sterically-hindered aryl azides

Author keywords

[No Author keywords available]

Indexed keywords

AZIDE;

EID: 84860165649     PISSN: None     EISSN: 20452322     Source Type: Journal    
DOI: 10.1038/srep00082     Document Type: Article
Times cited : (67)

References (26)
  • 1
    • 0000096835 scopus 로고    scopus 로고
    • Click chemistry: Diverse chemical function from a few good reactions
    • Kolb, H. C., Finn, M. G. & Sharpless, K. B. Click Chemistry: Diverse Chemical Function from a Few Good Reactions. Angew. Chem. Int. Ed. 40, 2004-2021 (2001).
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2004-2021
    • Kolb, H.C.1    Finn, M.G.2    Sharpless, K.B.3
  • 2
    • 0037012920 scopus 로고    scopus 로고
    • Peptidotriazoles on solid phase: [1,2,3]-Triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides
    • DOI 10.1021/jo011148j
    • Tornøe, C. W., Christensen, C. & Meldal, M. Peptidotriazoles on Solid Phase: [1, 2, 3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1, 3-Dipolar Cycloadditions of Terminal Alkynes to Azides. J.Org. Chem. 67, 3057-3064 (2002). (Pubitemid 34457265)
    • (2002) Journal of Organic Chemistry , vol.67 , Issue.9 , pp. 3057-3064
    • Tornoe, C.W.1    Christensen, C.2    Meldal, M.3
  • 3
    • 0037099395 scopus 로고    scopus 로고
    • A stepwise huisgen cycloaddition process: Copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes
    • DOI 10.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4
    • Rostovtsev, V. V., Green, L. G., Fokin, V. V. & Sharpless, K. B. A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective "Ligation" of Azides and Terminal Alkynes. Angew. Chem. Int. Ed. 41, 2596-2599 (2002). (Pubitemid 34803480)
    • (2002) Angewandte Chemie - International Edition , vol.41 , Issue.14 , pp. 2596-2599
    • Rostovtsev, V.V.1    Green, L.G.2    Fokin, V.V.3    Sharpless, K.B.4
  • 5
    • 51049094897 scopus 로고    scopus 로고
    • Cu-Catalyzed azide2alkyne cycloaddition
    • Meldal, M. & Tornøe, C. W. Cu-Catalyzed Azide2Alkyne Cycloaddition. Chem. Rev. 108, 2952-3015 (2008).
    • (2008) Chem. Rev. , vol.108 , pp. 2952-3015
    • Meldal, M.1    Tornøe, C.W.2
  • 6
    • 77953886288 scopus 로고
    • Zur Existenz niedergliedriger Cycloalkine I
    • Wittig, G. & Krebs, A. Zur Existenz niedergliedriger Cycloalkine, I. Chem. Ber. 94, 3260-3275 (1961).
    • (1961) Chem. Ber. , vol.94 , pp. 3260-3275
    • Wittig, G.1    Krebs, A.2
  • 7
    • 70349917806 scopus 로고    scopus 로고
    • Bioorthogonal chemistry: Fishing for selectivity in a sea of functionality
    • Sletten, E. M. & Bertozzi, C. R. Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality. Angew. Chem. Int. Ed. 48, 6974-6998 (2009).
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 6974-6998
    • Sletten, E.M.1    Bertozzi, C.R.2
  • 8
    • 9344227358 scopus 로고    scopus 로고
    • A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems
    • DOI 10.1021/ja044996f
    • Agard, N. J., Prescher, J. A. & Bertozzi, C. R. A Strain-Promoted [3 1 2] Azide2Alkyne Cycloaddition for Covalent Modification of Biomolecules in Living Systems. J. Am. Chem. Soc. 126, 15046-15047 (2004). (Pubitemid 39557262)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.46 , pp. 15046-15047
    • Agard, N.J.1    Prescher, J.A.2    Bertozzi, C.R.3
  • 9
    • 43249099890 scopus 로고    scopus 로고
    • In vivo imaging of membrane-associated glycans in developing zebrafish
    • DOI 10.1126/science.1155106
    • Laughlin, S. T., Baskin, J. M., Amacher, S. L. & Bertozzi, C. R. In Vivo Imaging of Membrane-Associated Glycans in Developing Zebrafish. Science 320, 664-667 (2008). (Pubitemid 351928348)
    • (2008) Science , vol.320 , Issue.5876 , pp. 664-667
    • Laughlin, S.T.1    Baskin, J.M.2    Amacher, S.L.3    Bertozzi, C.R.4
  • 10
    • 41049098451 scopus 로고    scopus 로고
    • Visualizing metabolically labeled glycoconjugates of living cells by copper-free and fast huisgen cycloadditions
    • Ning, X., Guo, J. M., Wolfert, A & Boons, G.-J. Visualizing Metabolically Labeled Glycoconjugates of Living Cells by Copper-Free and Fast Huisgen Cycloadditions. Angew. Chem. Int. Ed. 47, 2253-2255 (2008).
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 2253-2255
    • Ning, X.1    Guo, J.M.2    Wolfert, A.3    Boons, G.-J.4
  • 11
    • 77949778625 scopus 로고    scopus 로고
    • Rapid cu-free click chemistry with readily synthesized biarylazacyclooctynones
    • Jewett, J. C., Sletten, E. M. & Bertozzi, C. R. Rapid Cu-Free Click Chemistry with Readily Synthesized Biarylazacyclooctynones. J. Am. Chem. Soc. 132, 3688-3690 (2010).
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 3688-3690
    • Jewett, J.C.1    Sletten, E.M.2    Bertozzi, C.R.3
  • 12
    • 78650102483 scopus 로고    scopus 로고
    • Readily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells
    • Dommerholt, J. et al. Readily Accessible Bicyclononynes for Bioorthogonal Labeling and Three-Dimensional Imaging of Living Cells. Angew. Chem. Int. Ed. 49, 9422-9425 (2010).
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 9422-9425
    • Dommerholt, J.1
  • 13
    • 76649119485 scopus 로고    scopus 로고
    • Copper-free click chemistry in living animals
    • Chang, P. V. et al. Copper-free click chemistry in living animals. Proc. Natl. Acad. Sci. U. S. A. 107, 1821-1826 (2010).
    • (2010) Proc. Natl. Acad. Sci. U. S. A. , vol.107 , pp. 1821-1826
    • Chang, P.V.1
  • 15
    • 77949863611 scopus 로고    scopus 로고
    • Cu-free click cycloaddition reactions in chemical biology
    • Jewett, J. C. & Bertozzi, C. R. Cu-free click cycloaddition reactions in chemical biology. Chem. Soc. Rev. 39, 1272-1279 (2010).
    • (2010) Chem. Soc. Rev. , vol.39 , pp. 1272-1279
    • Jewett, J.C.1    Bertozzi, C.R.2
  • 16
    • 0001627373 scopus 로고
    • Unsaturated eight-membered ring compounds. XI. Synthesis of sym-dibenzo-1, 5-cyclooctadiene-3, 7-diyne and symdibenzo-1, 3, 5-cyclooctatrien-7-yne, presumably planar conjugated eightmembered ring compounds
    • Wong, H. N. C., Garratt, P. J. & Sondheimer, F. Unsaturated eight-membered ring compounds. XI. Synthesis of sym-dibenzo-1, 5-cyclooctadiene-3, 7-diyne and symdibenzo-1, 3, 5-cyclooctatrien-7-yne, presumably planar conjugated eightmembered ring compounds. J. Am. Chem. Soc. 96, 5604-5605 (1974).
    • (1974) J. Am. Chem. Soc. , vol.96 , pp. 5604-5605
    • Wong, H.N.C.1    Garratt, P.J.2    Sondheimer, F.3
  • 17
    • 77955979846 scopus 로고    scopus 로고
    • Strain-promoted double-click reaction for chemical modification of azido-biomolecules
    • Kii, I. et al. Strain-promoted double-click reaction for chemical modification of azido-biomolecules.Org. Biomol. Chem. 8, 4051-4055 (2010).
    • (2010) Org. Biomol. Chem. , vol.8 , pp. 4051-4055
    • Kii, I.1
  • 18
    • 79851489421 scopus 로고    scopus 로고
    • Metal-Free sequential [3 1 2]-dipolar cycloadditions using cyclooctynes and 1, 3-Dipoles of different reactivity
    • Sanders, B. C. et al. Metal-Free Sequential [3 1 2]-Dipolar Cycloadditions using Cyclooctynes and 1, 3-Dipoles of Different Reactivity. J. Am. Chem. Soc. 133, 949-957 (2011).
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 949-957
    • Sanders, B.C.1
  • 19
    • 84893169025 scopus 로고
    • General atomic and molecular electronic structure system
    • Schmidt, M. W. et al. General Atomic and Molecular Electronic Structure System. J. Comput. Chem. 14, 1347-1363 (1993).
    • (1993) J. Comput. Chem. , vol.14 , pp. 1347-1363
    • Schmidt, M.W.1
  • 20
    • 0038997510 scopus 로고    scopus 로고
    • Steric inhibition of resonance: A revision and quantitative estimation on the basis of aromatic carboxylic acids
    • and references cited therein.
    • Böhm, S. & Exner, O. Steric Inhibition of Resonance: A Revision and Quantitative Estimation on the Basis of Aromatic Carboxylic Acids. Chem. Eur. J. 6, 3391-3398 (2000), and references cited therein.
    • (2000) Chem. Eur. J. , vol.6 , pp. 3391-3398
    • Böhm, S.1    Exner, O.2
  • 22
    • 48749096518 scopus 로고    scopus 로고
    • Theory of 1, 3-Dipolar cycloadditions: Distortion/interaction and frontier molecular orbital models
    • Ess, D. H. & Houk, K. N. Theory of 1, 3-Dipolar Cycloadditions: Distortion/Interaction and Frontier Molecular Orbital Models. J. Am. Chem. Soc. 130, 10187-10198 (2008).
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 10187-10198
    • Ess, D.H.1    Houk, K.N.2
  • 23
    • 67650558411 scopus 로고    scopus 로고
    • Reactivity and regioselectivity in 1, 3-Dipolar cycloadditions of azides to strained alkynes and alkenes: A computational study
    • Schoenebeck, F., Ess, D. H., Jones, G. O. & Houk, K. N. Reactivity and Regioselectivity in 1, 3-Dipolar Cycloadditions of Azides to Strained Alkynes and Alkenes: A Computational Study. J. Am. Chem. Soc. 131, 8121-8133 (2009).
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 8121-8133
    • Schoenebeck, F.1    Ess, D.H.2    Jones, G.O.3    Houk, K.N.4
  • 24
    • 36749014055 scopus 로고
    • 1, 3-Dipolar cycloadditions. past and future
    • Huisgen, R. 1, 3-Dipolar Cycloadditions. Past and Future. Angew. Chem. Int. Ed. Engl. 2, 565-598 (1963).
    • (1963) Angew. Chem. Int. Ed. Engl. , vol.2 , pp. 565-598
    • Huisgen, R.1
  • 25
    • 77957163768 scopus 로고    scopus 로고
    • Transition-metal-free catalytic synthesis of 1, 5-Diaryl-1, 2, 3-triazoles
    • Kwok, S. W., Fotsing, J. R., Fraser, R. J., Rodionov, V. O. & Fokin, V. V. Transition-Metal-Free Catalytic Synthesis of 1, 5-Diaryl-1, 2, 3-triazoles.Org. Lett. 12, 4217-4219 (2010).
    • (2010) Org. Lett. , vol.12 , pp. 4217-4219
    • Kwok, S.W.1    Fotsing, J.R.2    Fraser, R.J.3    Rodionov, V.O.4    Fokin, V.V.5
  • 26
    • 33646439286 scopus 로고    scopus 로고
    • Synthesis and hydrogenation of Bis(imino)pyridine iron imides
    • Lobkovsky, E., Bill, E. & Chirik, P. J. Synthesis and Hydrogenation of Bis(imino)pyridine Iron Imides. J. Am. Chem. Soc. 128, 5302-5303 (2006).
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 5302-5303
    • Lobkovsky, E.1    Bill, E.2    Chirik, P.J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.